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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951065Generated: October 25, 2026

Stannous chloride dihydrate → 1-Benzyl-4-phenylpyrrolidin-3-amine

https://huagongshe.com/reaction/1951065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Benzyl-3-nitro-4-phenylpyrrolidineHCID 58009180—
SolventEthyl AcetateHCID 8857—
Product1-Benzyl-4-phenylpyrrolidin-3-amineHCID 4331708580.6%

Reaction Steps

To a stirred solution of rac-(3S,4R)-1-benzyl-3-nitro-4-phenyl-pyrrolidine (1.0 g, 3.54 mmol) in EtOAc (50 ml) was added in one portion SnCl2.2H2O (3.99 g, 17.70 mmol). The reaction mixture was then heated at reflux for 2 hours, cooled down to RT and a saturated aqueous solution of NaHCO3 (100 ml) was added. The salts were filtered off and the product extracted with EtOAc. The organic phases were then dried over Na2SO4, and concentration under vacuum gave 0.72 g (80%) of rac-(3S,4R)-1-benzyl-4-phenyl-pyrrolidin-3-ylamine as a light yellow oil. The product was then used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404679B2
Source datasetuspto-grants-2013_03
ORD IDord-48443375115841d6a4500be9c4f08eff
Source noteuspto-grants-2013_03